Hydrochloric Acid → HCID 20230959, compound

HRID 2290503Notes

Reaction equation

HRID 2290503 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:7][CH2:6][C:5]([CH3:9])([CH3:8])[CH:4]([CH3:10])[C:3]1=[O:11].[CH3:13][Li].Cl>CCOCC>[OH:11][C:3]1([CH3:13])[CH:4]([CH3:10])[C:5]([CH3:9])([CH3:8])[CH2:6][CH2:7][C:2]1([CH3:1])[CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 20230961HCID 20230961, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 20230959HCID 20230959, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

26 g of 2,2,5,5,6-pentamethylcyclohexanone are dissolved in 500 ml of ether and treated slowly at -20° C. with 113.5 ml of methyl lithium (1.5 molar in ether). After stirring for 3.5 hours at 0° C., the mixture is poured on to ice, acidified with 1N hydrochloric acid, extracted with ethyl acetate, dried and evaporated. Distillation of the crude product gives 25.9 g of 1-hydroxy-1,2,2,5,5,6-hexamethylcyclohexane as a colourless liquid of boiling point 87°-92° C./10 mm Hg.

Workup

  1. additionthe mixture is poured on to ice
  2. extractionextracted with ethyl acetate
  3. customdried
  4. customevaporated
  5. distillationDistillation of the crude product

Sources & evidence

ORD record
ord-71be8b38bc804c1b9a47a2c7703fae02
Source dataset
uspto-grants-1986_10
Patent number
US04617146

Reaction notes

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